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The Windward Islands are so called because they were more windward to sailing ships arriving in the New World than the Leeward Islands, given that the prevailing trade winds blow east to west. The trans-Atlantic currents and winds that provided the fastest route across the ocean brought these ships to the rough dividing line between the Windward and Leeward Islands.

The Lesser Antilles more or less coincide with the outer edge of the Caribbean Plate. Many of the islands were formed as a result of the subduction of oceanic crust of the Atlantic Plate under the Caribbean Plate in the Lesser Antilles subduction zone. This process is ongoing and is responsible not only for many of the islands, but also for volcanic and earthquake activity in the region. The islands along the South American coast are largely the result of the interaction of the South American Plate and the Caribbean Plate which is mainly strike-slip, but includes a component of compression.

Geologically, the Lesser Antilles island arc stretches from Grenada in the south to Anguilla in the north. The Virgin Islands and Sombrero Island are geologically part of the Greater Antilles, while Trinidad is part of South America and Tobago is the remainder of a separate island arc. The Leeward Antilles are also a separate island arc, which is accreting to South America.

The Lesser Antilles are divided into eight independent nations and numerous dependent and non-sovereign states (which are politically associated with the United Kingdom, France, the Netherlands, and the United States). Over one third of the total area and population of the Lesser Antilles lies within Trinidad and Tobago, a sovereign nation comprising the two southernmost islands of the Windward Island chain.